Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
Autor(a) principal: | |
---|---|
Data de Publicação: | 2012 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFSCAR |
Texto Completo: | https://repositorio.ufscar.br/handle/ufscar/6551 |
Resumo: | In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands. |
id |
SCAR_a65a1e5136e82f0fde1761af8eea0628 |
---|---|
oai_identifier_str |
oai:repositorio.ufscar.br:ufscar/6551 |
network_acronym_str |
SCAR |
network_name_str |
Repositório Institucional da UFSCAR |
repository_id_str |
4322 |
spelling |
Cunha, Lucas Vinicius Pozzi daBatista, Alzir Azevedohttp://lattes.cnpq.br/6469642481998660http://lattes.cnpq.br/3169524306564408409ba86f-ffdd-4b5e-a5f1-cf285a80d5992016-06-02T20:36:43Z2013-04-222016-06-02T20:36:43Z2012-05-25CUNHA, Lucas Vinicius Pozzi da. Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados. 2012. 89 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2012.https://repositorio.ufscar.br/handle/ufscar/6551In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands.Neste trabalho foram sintetizados complexos de rutênio utilizando como ligante a pirazinamida (PZA), fármaco de primeira linha no tratamento da tuberculose, e os derivados da isoniazida (INH): isonicotinamida (ins) e ácido isonicotínio (INA). A ideia de utilizar um medicamento como ligante se dá na tentativa de potencializar a ação deste fármaco, ou de fazer com que o mesmo tenha seus efeitos colaterais minimizados. Os complexos da série mer-[RuCl3(dppb)(L)] (L = INA, PZA e ins) foram caracterizados por voltametria cíclica, IV, UV-vis, análise elementar e condutância molar. Estudos eletroquímicos mostraram que complexos de Ru(III) tanto binuclear, quanto mononuclear, são gerados na solução a partir da aplicação de um potencial específico, como descrito na literatura para complexos muito similares. A atribuição das principais bandas de absorção no IV comprovou a ligação do ligante ao centro metálico. Os espectros de UV-vis apresentaram três bandas referentes à transferência de carga do ligante para o metal, e a neutralidade desses complexos foi comprovada pela condutividade. Os complexos da série [RuCl(ins)(dppb)(N-N)]PF6 foram caracterizados por RMN, Voltametria cíclica e de Pulso diferencial, IV, UV-vis, difração de raio X, análise elementar e condutância molar. A presença de dois dubletos no espectro de RMN mostrou que os fósforos não são equivalentes. Com a troca de um cloreto por um ligante N-heterocíclico houve um aumento no potencial redox desses complexos em comparação aos seus precursores, devido o caráter π-receptor do ligante entrante. As estruturas cristalográficas dos complexos [RuCl(ins)(dppb)(bipy)]PF6 e [RuCl(ins)(dppb)(fen)]PF6 comprovaram a entrada do ligante ins na posição trans ao átomo de fósforo da bifosfina. A condutividade desta série de complexos indicou a presença de uma contra-íon, PF6, para neutralizar a carga do complexo. Foram determinadas as atividades anti-M. tuberculosis e a citotoxidade dos complexos das séries [RuCl(ins)(dppb)(N-N)]PF6 e mer-[RuCl3(dppb)(L)] e de seus ligantes, sendo que estes não apresentaram uma boa atividade.Universidade Federal de Sao Carlosapplication/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRQuímicaComplexo de rutênioQuímica bioinorgânicaCIENCIAS EXATAS E DA TERRA::QUIMICAComplexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivadosinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis-1-1e62fb48f-fa23-4158-8d60-0b17f006946cinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINAL5016.pdfapplication/pdf2677704https://repositorio.ufscar.br/bitstream/ufscar/6551/1/5016.pdf77aee47f2d98ad046375b1935bc5a582MD51TEXT5016.pdf.txt5016.pdf.txtExtracted texttext/plain0https://repositorio.ufscar.br/bitstream/ufscar/6551/4/5016.pdf.txtd41d8cd98f00b204e9800998ecf8427eMD54THUMBNAIL5016.pdf.jpg5016.pdf.jpgIM Thumbnailimage/jpeg10600https://repositorio.ufscar.br/bitstream/ufscar/6551/5/5016.pdf.jpga7d8c8f87f038e506e0dc1a974044279MD55ufscar/65512023-09-18 18:30:39.554oai:repositorio.ufscar.br:ufscar/6551Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:30:39Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
title |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
spellingShingle |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados Cunha, Lucas Vinicius Pozzi da Química Complexo de rutênio Química bioinorgânica CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
title_full |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
title_fullStr |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
title_full_unstemmed |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
title_sort |
Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados |
author |
Cunha, Lucas Vinicius Pozzi da |
author_facet |
Cunha, Lucas Vinicius Pozzi da |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/3169524306564408 |
dc.contributor.author.fl_str_mv |
Cunha, Lucas Vinicius Pozzi da |
dc.contributor.advisor1.fl_str_mv |
Batista, Alzir Azevedo |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6469642481998660 |
dc.contributor.authorID.fl_str_mv |
409ba86f-ffdd-4b5e-a5f1-cf285a80d599 |
contributor_str_mv |
Batista, Alzir Azevedo |
dc.subject.por.fl_str_mv |
Química Complexo de rutênio Química bioinorgânica |
topic |
Química Complexo de rutênio Química bioinorgânica CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands. |
publishDate |
2012 |
dc.date.issued.fl_str_mv |
2012-05-25 |
dc.date.available.fl_str_mv |
2013-04-22 2016-06-02T20:36:43Z |
dc.date.accessioned.fl_str_mv |
2016-06-02T20:36:43Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
CUNHA, Lucas Vinicius Pozzi da. Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados. 2012. 89 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2012. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/6551 |
identifier_str_mv |
CUNHA, Lucas Vinicius Pozzi da. Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados. 2012. 89 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2012. |
url |
https://repositorio.ufscar.br/handle/ufscar/6551 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.confidence.fl_str_mv |
-1 -1 |
dc.relation.authority.fl_str_mv |
e62fb48f-fa23-4158-8d60-0b17f006946c |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de São Carlos |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química - PPGQ |
dc.publisher.initials.fl_str_mv |
UFSCar |
dc.publisher.country.fl_str_mv |
BR |
publisher.none.fl_str_mv |
Universidade Federal de São Carlos |
dc.source.none.fl_str_mv |
reponame:Repositório Institucional da UFSCAR instname:Universidade Federal de São Carlos (UFSCAR) instacron:UFSCAR |
instname_str |
Universidade Federal de São Carlos (UFSCAR) |
instacron_str |
UFSCAR |
institution |
UFSCAR |
reponame_str |
Repositório Institucional da UFSCAR |
collection |
Repositório Institucional da UFSCAR |
bitstream.url.fl_str_mv |
https://repositorio.ufscar.br/bitstream/ufscar/6551/1/5016.pdf https://repositorio.ufscar.br/bitstream/ufscar/6551/4/5016.pdf.txt https://repositorio.ufscar.br/bitstream/ufscar/6551/5/5016.pdf.jpg |
bitstream.checksum.fl_str_mv |
77aee47f2d98ad046375b1935bc5a582 d41d8cd98f00b204e9800998ecf8427e a7d8c8f87f038e506e0dc1a974044279 |
bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 |
repository.name.fl_str_mv |
Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR) |
repository.mail.fl_str_mv |
|
_version_ |
1813715552629161984 |